ArticleSynlett : accounts and rapid communications in synthetic organic chemistry2018
"It's a (Kinetic) Trap!" - Selectively Differentiating Allylic Azide Isomers.
Article in Synlett : accounts and rapid communications in synthetic organic chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Allylic azides are known to undergo the Winstein rearrangement and are often isolated as an equilibrating mixture of isomers. While this process has been known for almost 60 years, very few synthetic applications of this process have been reported. The absence of methods exploiting these intermediates likely stems from a paucity of approaches for gaining the required selectivity to differentiate the isomers. Our lab has made some progress in leveraging this unusual reaction into practical synthetic methodology. Presented herein is a summary of our lab's recent accomplishments in selectively trapping allylic azides.
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